6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid

Base Information

Chemical Name:6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid
CAS No.:83010-19-9
Molecular Formula:C₃₂H₆₀O₅SSi₂
Molecular Weight:613.062
Hs Code.:

6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid

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Chemical Property of 6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid

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Technology Process of 6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid

There total 8 articles about 6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

: 83009-76-1,83058-59-7
4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-[6-oxo-6-(6H-phenanthridin-5-yl)-hexylsulfanyl]-cyclopentanone

: 83010-19-9,83058-80-4
6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid

Guidance literature:: With ammonium cerium(IV) nitrate; In tetrahydrofuran; water; acetonitrile; 1.) 0 deg C, 20 min; 2.) RT, 5 min;
DOI:10.1248/cpb.33.2359

Reference yield:

: 17689-17-7
6-mercaptocaproic acid

: 83010-19-9,83058-80-4
6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / triethylamine / methanol

2: 1.) isobutyl chloroformate, triethylamine / 1.) CH₂Cl₂

3: 1.) 2.0 M tert-BuLi, phenylthiocopper, (Me₂N)3P / 1.) pentane, ether; 2.) pentane, THF, ether

4: 85 percent / ceric ammonium nitrate hydrate / acetonitrile; H₂O; tetrahydrofuran / 1.) 0 deg C, 20 min; 2.) RT, 5 min

With ammonium cerium(IV) nitrate; tert.-butyl lithium; copper(I) thiophenolate; triethylamine; Hexamethylphosphorous triamide; isobutyl chloroformate; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1248/cpb.33.2359

Reference yield:

: 71399-48-9
3-cyclohexyl-3RS-hydroxy-1-iodoprop-1E-ene

: 83010-19-9,83058-80-4
6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid

Guidance literature:: Multi-step reaction with 4 steps

2: 99 percent

3: 1.) 2.0 M tert-BuLi, phenylthiocopper, (Me₂N)3P / 1.) pentane, ether; 2.) pentane, THF, ether

4: 85 percent / ceric ammonium nitrate hydrate / acetonitrile; H₂O; tetrahydrofuran / 1.) 0 deg C, 20 min; 2.) RT, 5 min

With ammonium cerium(IV) nitrate; tert.-butyl lithium; copper(I) thiophenolate; Hexamethylphosphorous triamide; In tetrahydrofuran; water; acetonitrile;
DOI:10.1248/cpb.33.2359